by Alice Ward
I stroked her hair. “Just a few minutes longer. Let’s get you ready.” I turned off the water and helped her step out of the shower. I dried us both and used the coconut oil from the night before to give her a light massage. I wanted her to hold on to the high I’d brought her to.
When we were done, we looked at the clock with high expectations. I’d gotten her in the frame of mind for this, and I was so excited my dick was actually pulsing up and down. It was eight fifty-eight… we were almost there.
I fucking loved anal sex. It was an exciting way to pleasure a woman, especially because the backside had a dark mystery to it. Since I was of a rather large size, my cock created the perfect mix of pleasure and pain. The ass was forbidden fruit, my favorite delicacy.
At eight fifty-nine, I approached her, my cock hard and ready as it thrust out from my body, forcefully erect. There’d be no escaping this monster tonight, and by the look on Ava’s face, she knew it.
I pulled her close to me, sandwiching my erection between our bellies, and whispered in her ear, “I’m in charge this evening. I promise not to hurt you, degrade you or scare you. However, if I do any of those things, please tell me to stop. I will stop immediately. This will be painful at first, so I’ll go slow, but I want you to breathe like I did last night.”
Tonight, I’d be her Dominant, whether she liked it or not.
“Okay,” she whispered, aroused and fearful at the same time.
“I don’t want to win this game at your expense. I know you’ll enjoy this if you just let go.”
As the clock ticked over to nine, I could see her retreating into a quiet, defensive place. I vowed to myself to make this an evening of pleasure she’d never forget.
I took her hand and walked her to the bedroom, where a basket had been left filled with an array of things for us to play with. Lubrication in different flavors, pocket-sized vibrators, and anal toys of different sizes were spread out on a satin cloth on the dresser. I wanted to only focus on Ava, but something to play with would be nice for a while.
“It’s time.” I tried not to snarl as I gently pushed her on to the bed. “Spread your legs for me, Ava, as wide as you can get them.”
She obeyed without protest, watching me with alert eyes. She kept her gaze on me as I leaned over to a basket on the side table, plucked a condom off the top of the pile, and rolled it down my hard length.
I thought she was too nervous to talk, so I wanted to lighten her mood before beginning. As a Dominant, I wouldn’t stretch the rules for my subs this much, but I would for Ava. She wasn’t a sub. She was a wonderful person, and I was thrilled she let me dominate. She wasn’t in the lifestyle, and I was sure she couldn’t or wouldn’t bear it if she really knew what being a sub entailed.
So, I did something very uncharacteristic of me. I jumped on her, hissing, “You’re mine tonight!” When her expression changed to horror, I tickled her sides.
She crumbled into giggles. “What’s going on?”
She screamed playfully as I pressed my weight down on her and tickled around her middle, inching ever so slowly down to her center, the slick skin I loved inviting me closer. When my fingers grazed her pussy, dripping with her juices, I covered her mouth with mine, my tongue claiming hers. I dominated her mouth while my hands played over her delicate folds.
“You’re so ready for me, aren’t you?” I slid my tongue into her mouth again, not giving her the chance to answer.
When I pulled away from the kiss, she was breathless, her eyes wide and expectant as I placed my arms on either side of her head and leaned on my elbows. I wanted her to see my face as I positioned myself between her legs.
I pressed the tip of my cock against her dripping pussy, and she took a short, shallow breath. “I’m going to fuck you now.” She closed her eyes, and I pushed in to the hilt, my balls pressing against her ass. I held myself there as my cock jumped inside her, and she felt it, moaning and meeting my eyes.
I needed this to be hard and fast so that I could get to work on her beautiful backside, but I pumped slowly at first, leaning in and kissing her softly. Scooping her up into my arms, I increased my rhythm, fucking her in earnest. Diving in and out, my balls slapping against her fine ass, I pumped without stopping. Her arms were wrapped around me, and we’d created our own little hot cocoon. Her breaths were short, heated bursts punctuated by tiny moans as I felt her pussy grip my dick.
I ordered, “You may not come.”
She groaned loudly, her head thrashing back and forth.
“No coming for you.” I gave a few more hard thrusts, just to test her. She clenched again but looked up at me with appealing eyes. “Not yet.”
“Oh god, Lucas.” Her hips bucked, and she squeezed me hard with her legs, trying to regain control of her body.
I was close to orgasm as well, but I wanted what was next more.
I pulled out of her and slapped her pussy, sending sparks of sensations through her as she cried out. I wanted her in a euphoric state before I started to work on her ass. I could tell by her glazed expression, we were in a good place. She was sexually ignited.
I hoped she’d still be open to my needs as we continued, because I was starting to have deep feelings for her. I’d only been a few days, and yet, this woman was whittling into my soul. No woman had ever gotten this close.
I slithered down her body and lapped at her swollen pussy until her wetness bloomed again. She was winding up, so I applied coconut oil to her tiny, pink hole, rubbing it until the outer ring of her virgin berry released under my ministrations and accepted my finger.
She yelped and bit her lip as she sucked in air.
“It’s going to be okay, Ava, I promise.” I met her eyes, unable to believe what I was hearing myself say. I’d usually silence the woman if she gave any indication that my invasion of her ass was painful, but I couldn’t silence Ava… I didn’t want to.
CHAPTER TWENTY-FOUR
Ava
Above me, Lucas’s steely eyes stared down at me, full of molten fire for what I was allowing him to do. He had me on a roller coaster ride. First in the shower, having been taken to the very highest peak, then ripped away. Next, fear chilled the hot emotions churning through me. Now, a combination of delight and pain and fear amped up the tension in my core so high that I knew I was going to come like never before.
Lucas was trying so hard to ease me into this, I could see the effort. Let go, Ava. You’ll enjoy this. You are enjoying it. So far all the play with my ass was nice, though strange. It felt incredible, and honestly unlike anything I’d ever experienced.
Despite how naughty and nice it was to have his fingers massaging around my hole, diving in and out, I was still totally freaked. I’d joked earlier about him being the recipient, but as soon as I’d seen his face when he read the card, I’d known it was something I wanted to give him. For some reason, I wanted to give this man anything he needed to satisfy him, to make him happy. Even if it was painful for me. Still, I worried, what if he went faster than this? What happened when the rest of him went in? How would he fit and how much would it hurt? It was overwhelming. I intentionally kept my eyes open, though they wanted to close at his intrusion. I’d have to have him with me emotionally, or I wouldn’t make it through this experience.
“Relax,” he said, his tone sweet and loving for the first time this evening.
I tried to temper my breathing. God, the feelings were so foreign. Not bad, just… unexpected.
He placed one hand on my thigh when my legs instinctively tried to close as he massaged my opening and slowly dipped one finger inside. I hadn’t realized I was clenching my jaw until he kissed me softly on the lips and slid in a second finger to join the first, all the way up to the first joint.
I was so full, so stretched, I couldn’t help but groan.
“You’re doing great,” he encouraged as he moved his fingers slowly, in and out, watching my face.
All I could do was breathe and stare into his exquisite ey
es. And let him do whatever he wanted to me. After a while, he stopped and moved away from me for a moment. My body was in a fit, and I didn’t know whether I wanted to panic or beg him to continue.
When he returned, he brought what looked like a pink glass dildo. He slathered coconut oil on the toy, and I suddenly knew what he was doing.
“Lucas,” I moaned, trying to close my legs, but his hands held them open. “Do we have to do this?”
“Yes, and I promise, you’ll love it.”
The toy was cold and slippery when he placed it at the entrance of my anus. And he was right, so far it felt okay. He then pressed it against my hole, and after a little bit of pressure, it gave way. My heart exploded as the thing slipped in, and I was bombarded by a chaotic mix of feelings. I had an urge to bear down and push it out. The effort it took to allow it to remain made my eyes water. At the same time, I also wanted more, strangely needed more of whatever he was doing to me down there.
Breathe, Ava, just let go.
“You’re doing great,” Lucas whispered as he pressed it deeper.
“It’s so… I don’t know.” The last word ended in a higher pitch because he started stroking himself, which immediately made me salivate. He was so hard and too large to go in “there” in my opinion. I wanted to wrap my hand around him, help him stroke himself, but I couldn’t do anything but focus on what was happening to my body.
“I’m going to fuck your pussy now. This will make you feel much better when I enter you from behind,” he crooned, eluding to the moment when his huge cock would enter the no-go zone.
Above me, Lucas was breathing hard, holding the dildo and reaching for a condom.
My head was buzzing when his now familiar presence began entering me. I’d been getting used to his size and the space he filled within me, but now with my ass so full and his additional mass, I felt as if I was going to burst at the seams. His lips took mine again, so that hot and wet filled my periphery. His hand went to my breast, squeezing while at the same time adding intermittent pressure on the glass phallus, and I was insane with pleasure.
A deep, guttural moan escaped my throat as my center tightened to a crushing grip. His hands massaged my breasts and pinched my nipples as his thrusts became more vigorous. With each stroke, he drove that thing deeper into my ass until I couldn’t hold it any longer.
My belly clenched, then the fullness was gone. I screamed my displeasure. I could have wept and cursed.
All of my whimpering stopped, and I froze when he kneeled between my legs and pressed the tip of his cock into my ass. It was only the tip, but still, he was in there, and I felt my tight ring stretch to almost ripping.
“Are you okay?” he asked, his concerned eyes on mine.
“Yeah, no… I’m not sure.” I was a riddle even I couldn’t solve.
He groaned, and I could have laughed, the way the sound made me feel like my heart was flying out of my body.
“I’m going to go in farther. Let me know if it’s too much, and I’ll slow down.” His voice was stern, like a king who was going to take his queen regardless of her protests. “Remember your safe words. Yellow and red.”
“Okay,” I responded, but blinked back tears as another inch of him sank into me. Then another. Until my lower body was on fire.
He pressed my legs back until my knees were nearly on my shoulders, changing the angle and sinking the rest of the way in. I was panting harshly when his lips met mine. I didn’t close my eyes, refusing to miss any of this. I wanted to watch him as he took what he wanted. The look in his eyes was all powerful and commanding. He was morphing into the Dominant once again.
“I’m going to fuck you now, and you’ll enjoy it. You won’t come until I give you permission,” he ordered, his voice laced with menace as he pushed in even farther.
“Stop!” I breathed, halting him with my hand on his chest and taking in buckets of air.
“For a moment, only.” He found my clit as I took in deep breaths, circled it, teased it with a back and forth pattern that took my breath. “I want you to relax, and when I push in, you push out to meet me. That will help with the pain. Soon, pleasure will take over, I promise.”
Surely, he had to be wrong.
I’d thought my first time having sex was painful, but this… I felt ripped in two. I inhaled deeply and bore down, just as he said. It was better. Not much, but enough to give me hope that I would live through this experience.
I bit my lip as we went deeper. When he was fully seated, he kissed me so tenderly I almost cried. Then he began to pull out, and… oh, ribbons of sensation pulsed through every cell in my body.
In… the pain knifed at me again.
Out… I threw my head back as pleasure spiked.
Pushing himself to his knees, Lucas sat back on his heels and looked down, watching our bodies where they joined. His nostrils flared, and I wondered if it was because of the degree of self-control he was exerting as he held back, moving carefully and slowly, trying not to hurt me too much.
Madness was the only way to describe the feelings. Pleasure. Pain. Friction on my clit. Heat. Sensations crashed all around inside of me. I was going to orgasm. I was on the edge of ecstasy. And yet, ooh, the foreign pain was distracting.
Again, he continued sinking in. And again, the strange jarring pain laced over unspeakable pleasure. An agonized wail escaped my throat, and I heard myself pleading for, “Mooore.”
Was that me? Did I really ask for more? Yes, oh yes, I wanted more.
More he gave me as he started undulating back and forth, his cock gliding in and out. And… I saw stars, my abdomen clenching.
“No coming. Do. Not. Come.”
I screamed and clawed at the sheets, trying to pull myself back from bursting, feeling like I was rocking to the moon and then down into the very depths of hell. When I crash-landed, Lucas was still pulsing into me, winding me up more — he was relentless. I was going to orgasm, I couldn’t stop it this time as his fingers found my aching clit, pinching and pressing, diving inside me and claiming my g-spot while his cock excavated my bottom.
“I’m going to come inside your tight body,” Lucas growled as he went rigid, his face a mask of the most exquisite agony. “Come now.” He pinched my clit, and I saw stars as a blazing orgasm ripped through every cell. Every muscle I possessed tightened so hard I thought I would shatter. Instead, I released in a liquid torrent. I was at his mercy and jettisoned yet again as he buried himself deep within me and shouted. He shot in and out of me in short bursts and exploded, hard, filling me with heat that made me orgasm all over again.
When I could finally see again, he smirked down at me. “Wow, that was intense.”
I nodded, robbed of speech.
He slid out of me with a kiss on my neck. He crumbled on top of me, collapsed to the side, and laid beside me, breathing heavily. Words would be foreign now, and we only stared at one another, stars still exploding in front of my face.
I’d just found a new kind of ecstasy I never knew existed. While I was terrified of this insane new place called anal pleasure, I wasn’t sure I wanted to abandon it. He was right… it was amazing. So amazing in fact, that when I did finally gather my wits, I recalled a line from our challenge note.
One or both of you will be enjoying some anal fun.
One just had a grand old time. Now it was time for both of us to experience this land called anal pleasure. Well, more correctly… for him to experience it again.
CHAPTER TWENTY-FIVE
Lucas
“That was pretty incredible,” I said as I curled Ava closer to me, “you okay?”
I’d seen the ecstasy on her face, and she didn’t run and hide this time, so I knew there were good moments for her at the very least.
“I didn’t think I’d like it, but surprisingly, it was better than I thought it would be. It was weirdly exciting.” She flashed me a shy smile. She was always so adorable. Strong willed with her own kind of power. I was coming to better und
erstand her heady mix of attributes.
Her expression turned devilish, her voice low and tinged with lust. “So, the card stated that one or both of us could enjoy the anal delights, and I’ve enjoyed mine…”
“Nope, you played there yesterday,” I said firmly, hoping I sounded serious but also trying to make her laugh to circle the subject. While last night’s tryst with my forbidden zone was intriguing and sexy, it wasn’t something I felt comfortable doing over again.
I loved it, but I don’t give up control. For me, control was my lifeline. I was in charge of my world, and my asshole was not on the menu — the feelings involved were too intense. I couldn’t tell Ava that, however, because just those few moments of her vulnerability helped me understand what she struggled with in letting go.
Ava winced as she shifted and sat on the edge of the bed. My guess was she probably wasn’t going to be up for anything more tonight. We were both still wide awake, and I needed another go, as I was still edging along a sexual high.
She carefully slid off the bed. “I think I’ll rinse off.” She beckoned to me, and how could I resist?
I joined her when she turned on the water and was letting it cascade over her sex-ravaged body.
“Shall I wash you?” she asked in a sweet, demure tone.
She knew my penchant for demure, and so I handed her the soap. She lathered it in her hands, her eyes cast downward as she caressed my abs and torso, using only her hands to wash my body.
Her touch felt incredible, and my semi-hard erection graduated to full hard-on very quickly under her expert care. She ignored my inflamed member to concentrate on my middle region. Her attention seemed innocent enough, letting her hands glide over my shoulders to massage my biceps, then down to my forearms and fingers. She massaged each one. Fuck, her touch felt good.
She moved her massage back up to my forearms and elbows, lilting her hands down my sides, wiggling her fingers to test how ticklish I might’ve been. I didn’t flinch and gave her a searing glare.
“What are you doing?” I demanded, not holding back the dominance in my voice.